Downtown Rutland

Whoopie Pie Festival

Join us in Downtown Rutland on Saturday, August 28th, 2021 on Center Street and Merchants Row to celebrate all those who helped the community through the COVID-19 pandemic with a Parade of Heroes, Community Celebration, and sidewalk sales with live music and fireworks to end the evening!

Whoopie Pie Festival

SATURDAY | SEPTEMBER 16TH, 2023 | 12-5pm

The second annual Rutland Whoopie Pie Festival will be an all-day extravaganza presented by Heritage Family Credit Union. The festival will have something for everyone! Come and enjoy the day filled with music, performances, activities, and diverse foods and don’t forget Rutland County’s largest whoopie pie!  The Whoopie Pie Fest will include 20 whoopie pie vendors who will offer samples and pies for sale! Prizes will be awarded for the Best Tasting, Most Creative and a People’s Choice Award.  The Festival runs from 12-5 on Center Street and Merchants Row. For more information, visit the official website of the Rutland Whoopie Pie Festival.